Interesting idea that I've conveniently "borrowed" from A's Nation. What player do you harbor the most resentment towards at each position? I'll kick things off with my pick. I'm sure I'm bound to miss something, but this is the best I could do off the top of my head.
C - A.J...the two most despised letters in the English language. Piazza in a close second.
1B - Ryan Klesko. Despite giving us some ABs last year without crapping out, he's always come off as such a deuchebag. He reminds me of Biff from Back to the Future for some reason. Eric Karros/Pujols in a close second.
2B - Kent. Car-washing jerkoff.
SS - Neifi Perez. 'Nuff said.
3B - Feliz. For making us endure 7 longs years of crappiness.
OF - Jose Canseco, Milton Bradley, Albert Belle
SP - Schilling, Livan Hernandez, Brad Penny, Carlos Zambrano, Clemens
RP - K-rod, Rocker
Closer - Benitez
And hey, if everyone thinks this is too much negativity for the holidays, we can always start the nice-guys lineup too...